Senior Staff Engineer (AI/ML)

Location: US Remote

Salary: $240,000–$265,000 annual base salary for US-based candidates, plus equity; ranges may vary by location outside the US.

Company

Hims & Hers is a public health and wellness platform delivering personalized healthcare from diagnosis through treatment and delivery.

What you will do

• Set technical direction for AI evaluation systems, including metrics, LLM judges, scorers, statistical regression gates, and failure tracking.
• Design and scale ingestion, transformation, dataset versioning, labeling, calibration, feature, and benchmark pipelines.
• Define evaluation approaches for new AI services and replace inconsistent manual reviews with automated statistical gates.
• Build adversarial and red-team test suites and failure taxonomies to identify safety and edge-case issues before deployment to patients.
• Lead multi-team technical initiatives, resolve disagreements, and modernize core evaluation and data systems.
• Partner with ML engineering, data science, platform engineering, clinical, legal, and product teams while mentoring engineers.

Requirements

• 10+ years of experience in ML infrastructure, data engineering, or evaluation and testing systems.
• Hands-on experience designing and calibrating LLM judges and scorers, statistically sound regression testing, human-label agreement measurement, and adversarial evaluation.
• Strong experience with dataset versioning, feature and benchmark pipelines, labeling and calibration workflows, and high-throughput data systems.
• Experience leading multi-team projects, resolving technical disagreements, and establishing reusable standards.
• Strong Python skills and statistical fluency sufficient to design and defend production testing frameworks.
• Must be based in the United States for the stated salary range; location-specific compensation may apply elsewhere.

Nice to have

• Experience with Databricks, MLflow, Unity Catalog, or similar data and evaluation platforms.
• Experience building reporting tools for non-engineering users.
• Experience in a regulated industry such as healthcare, fintech, or life sciences.
• Company-wide talks or technical write-ups that influenced other teams.

Culture & Benefits

• Competitive salary and equity compensation.
• Unlimited PTO, company holidays, and quarterly mental health days.
• Medical, dental, and vision coverage, plus parental leave.
• Employee Stock Purchase Program and 401(k) employer matching.
• Offsite team retreats and a flexible remote work approach.